Oscar Hammerstein Estate - fabulous refurbishments
makes this one of Jamaica's most charming and lavish homes.
Deluxe 6 bedrooms, 6 bathrooms, with brand new refurbishments.
Highland House has got new bathrooms and soft furnishings to show
off! It has also been an absolute pleasure to experience the top
service and the warm welcome and friendliness from the staff at
Highland House. Vincent the butler is most accommodating, smiles
a lot and he will share his wonderful knowledge of Jamaica with
you. And lovely Ena has been with Highland House for over 22 years
and is the head cook for this wonderful estate.

This has got to be one of the most gracious homes in Jamaica
today...
with the careful attention to detail from this current owner,
the service from her staff is superb in every way. This owner
has a high standard in the design of the interiors. From the fabrics
of the soft furnishings specially selected by her team of interior
designers from Atlanta, the soft fern leaves which delicately
shadows the walls of the master bedroom, to the special menus
which have been created by professional chefs from Los Angeles
and is prepared specially for the guests who stay at this most
wonderful home which is so steeped in history.
Highland House is an exquisite private home, owned by the famous
Dorothy and Oscar Hammerstein in the 1960's.
Island Home Magazine has featured this wonderful home in their
magazine. In 2000, the current owner began extensive renovations
to restore this magnificent villa to its former majestic grandeur.
In her vision for the restoration, the owner led a team of Atlanta
artists and decorators to artfully redesign each room's décor.
The result is a splendid mix of artistic creativity woven together
with a playful eye. These renovations have taken Highland house
to a new level of luxury. With this team of professional designers,
this property is one of the most glamorous estates in Jamaica.
Oscar Hammerstein II is best remembered for his collaborations
with Richard Rodgers, including the Broadway musical phenomenon
of 1949, "South Pacific." Hammerstein spent his days in Jamaica
writing the lyrics to "South Pacific" from this fabulous estate,
Highland House. This was his retreat from his New York City home.
There is a wonderful sunroom with glorious views, and it is here
where Sarah Churchill and Noel Coward played bridge with Dorothy
Hammerstein on many relaxing Jamaican evenings.

Many Broadway stars, Hollywood celebrity, rich and famous have
enjoyed this stunning, yet elegantly casual hillside home.
This is one of the most glamorous homes in the Caribbean, with
spectacular views during the days and enchanting flickering lights
of Montego Bay in the distance at nights.
Highland House is like a wonderful, private compound, with the
six bedrooms located under four different roofs. This gives desirable
privacy for guests who stay here. Each bedroom has its own distinctive
charm and character and is very comfortably furnished. From the
pool terrace, a spiral stairway leads to the rooftop sundeck where
you are welcome to enjoy the chaise lounges, thatched umbrella
table for shaded lunches, and the breathtaking view of the grounds
and sea beyond.
This is a perfect spot for activities as varied as sunrise yoga
and sunset cocktails. The downstairs features a wet bar with a
pool table and games. The house also features a full spa service
with manicures, pedicures, facials, massages and reflexology treatments
available.
The main building of Highland House has a wonderful spiral staircase
leading from the pool area to a rooftop sundeck where the most
spectacular views can be seen. There is also a Great room which
is very popular as a recreation area, a gym with exercise machines
and free weights, billiard table, massage table and many more.
The professionally decorated interiors, reflect the lavishness
of this wonderful home.
Carefully selected art pieces adorn this home, mahogany tables,
collectables and antiques imported from overseas. The present
owners have lovingly chosen wonderful interiors for this home,
and each is absolutely charming and gloriously comfortable.
This Hammerstein estate is located less than ten miles from
Montego Bay. It is located minutes drive away from beaches, more
than a few world class golf courses, and tennis facilities, restaurants,
water sports and craft markets.
Luxury Vacations
A private vacation at the Highland House is the pinnacle of luxury.
The elegant accommodations and elevated views are perfectly complemented
by the gracious hospitality of an on-site staff. Escape with a
group or alone - for a long weekend or several months - to mark
a milestone or to simply indulge.
Friends & Family
The Highland House creates an incredible shared memory, while
also providing the privacy you desire when on vacation. The experienced
staff ensures your guests receive individual attention, and the
local activities offer an array of adventures.
Romantic Getaways
For honeymoons and special getaways, this paradise is a favorite.
With long, indulgent massages, fresh tropical flowers, and candlelit
dinners overlooking the sea, your time together is as magical
as the setting.
Solitary Escapes
Solo travelers enjoy the ample space and star treatment of the
Highland House. Leisurely explore the scenic grounds and take
in the unique environments. Experience a signature massage from
your choice of balconies. A special place for soul-searching,
quiet reflection, and relaxation.
Weddings and Celebrations
High in the hills overlooking the sea, the Highland House offers
a fabled setting for your event. As guests enter the meandering
driveway bordered by bright blooms, they'll know they're in for
a treat. The Highland House butler will greet your guests and
an experienced staff will attend to their every need.
Weddings
An ambiance of glamour, beauty, and charm define a wedding at
this historic estate. Take the most important walk of your life
amid a rainforest at the pavilion or by the pool with unforgettable
views of the mountains, the bay, and the village.
Reunions
The Highland House is an ideal place for people from around the
world to come together. Built under four separate structures,
the six bedroom suites provide a sense of privacy, while the many
living spaces make it easy to reconnect.
Celebrations
Enjoy cocktails on the rooftop terrace under a star-filled sky.
Watch a live reggae band by the pool while feasting on authentic
island cuisine. From birthdays and anniversaries to corporate
events and festivities, the Highland House can accommodate both
formal and casual parties.
Yoga Retreats
The latest additions to the Highland House have been designed
with retreats and meetings in mind. A secluded pavilion is tucked
in the trees, where yoga classes and group meetings can take place
among serene beauty. Numerous private sitting areas encourage
conversation and bonding. And with the staff's gracious hospitality,
island life has never been more relaxing.
Yoga & Spiritual Journeys
Yoga and spiritual teachers are invited to make this tropical
paradise the site of your next group retreat. The property's pavilion
offers the ideal setting for meditation and instruction. Soothe
mind, body and soul with uplifting views, luxurious suites, and
on-site spa treatments.
Team-building & Incentives
The Highland House is made for special moments and memories. Your
team will find common interests while taking in the breathtaking
scene and enjoying delicious cuisine at the roundtable in the
grand dining room. Local activities such as waterfall hikes, horseback
riding and catamaran cruises will foster caring and connections
among your team.
Meetings & Sessions
Thinkers and executives come from around the world to work in
a setting that's private, picturesque, and worry-free. From serving
each meal to coordinating transportation, the staff will take
care of the details as you brainstorm among the same scenery that
inspired Oscar Hammerstein.
Services
Guests of the Highland House enjoy complimentary service from
an 8-person staff, including a butler, chambermaids, gardeners,
and house manager. Thanks to the staff's attentive expertise,
your stay at the Highland House is carefree.
Complimentary Services Include:
Butler/Concierge
From serving drinks to arranging activities, the Highland House
butler will take care of the logistics and details during your
visit.
Maid Service
The Highland House features fulltime maid service.
Wash/fold Laundry
Enjoy freshly cleaned clothes daily. Simply place your items in
the hamper and find them waiting on your bed the next morning
Coffee Service
Wake up to a freshly brewing pot of Jamaican coffee in your room
every morning.
In addition, the Highland House features optional services you
can request as needed.
Optional Services Include:
Gourmet Meals
While the meal plan is optional, it is highly recommended. Nowhere
in Jamaica will you find such consistently delicious cuisine.
With menus created by award-winning chefs, prepared by the house
cook of 20 years, and served in courses by the staff, the Highland
House offers a luxurious dining experience. Enjoy special creations
for breakfast, lunch and dinner.
In-House Spa
The signature spa at the Highland House is designed to fulfill
your dreams of pampering. From manicures and pedicures to exceptional
massages featuring aloe from the property, you and your guests
can choose your pleasures for a personalized experience.
Events & Catering
The gourmet caterers and gracious servers of the Highland House
staff will give your guests an event to remember.
Childcare
On-site childcare is available upon request.
Private Driver/Guide
For a flat weekly or per-trip fee, you can have the house driver
shuttle your party to activities around the island. The air-conditioned
van is comfortable and accommodating for large and small groups.
Meal Plan(Pre-payment required)
Guests are asked to select a meal plan in advance and prepay
for groceries and 15% staff gratuities.
Meal Plan:
The meal service is a defining characteristic of the Highland
House experience. Designed exclusively for the estate by award-winning
chef Vernon Simon, the menu blends international and local fare
for a medley of delicious flavors. Breakfast and lunch are served
under the vine-covered pergola by the pool, while dinner is formally
presented at the grand roundtable. Attire can be as casual as
your mood.
Plan Includes
3 Meals per day*
Iced tea and water
In-room coffee service
Unlimited fruit smoothies
*Breakfast and lunch are chef's choice. The group dinner can be
chosen from the available menu.
Pricing
Age 13+ $55 per person per day
Under 13 $35 per person per day
*No charge for children 3 and under
Hors d'oeuvres upon request at $5 pp
Please note: Costs of soda, alcoholic beverages, mixers, and snacks
constitute an additional charge based on consumption. Guests are
asked to select a meal plan in advance and pre-pay for groceries.
Staff must be informed of dietary restrictions at time of menu
selection. Refunds of $10 for breakfast or lunch and $20 for dinner
are given if meal is cancelled with 48-hour notice.
The Highland House setting soothes the mind and soul, but it's
the spa services that bring your body to a state of total relaxation.
With aloe gathered from the property, the masseuse will nourish
your skin after a long day in the sun. Secluded from the house,
a newly designed spa area offers an outdoor shower and the perfect
place to take in the dramatic view of the sea while receiving
your personalized treatment.
Spa Services Available:
Manicure pamper your hands with this full manicure
including cuticle repair, buffing, smoothing, and polish. Acrylics
not available.
Pedicure the complete treatment includes cuticle
repair, smoothing and shaping of nails, removal of dry skin, and
light massage.
Facial enjoy a deep cleansing and revitalizing
treatment to invigorate your face and refresh your skin.
Massage design your own massage to treat the
part or parts of your body that need it most. Choose from a deep
muscle or Swedish massage that can be full body or specific to
the areas you request.
Reflexology known by the Chinese to be the ultimate
body relaxation treatment, enjoy the effects of this soothing
approach to whole body repair. As the specific pressure points
on your feet are massaged, feel the stress and strain slip away.
Half Day and Full Day Rates:
The Highland House spa services are available at Half Day and
Full Day rates. For these rates, you can receive any combination
of the services above. Please allow sufficient time to complete
the treatments requested. Each service is approximately 45-50
minutes with 10 minutes needed to prepare for the next service.
Prices subject to change at anytime.
Rates for Highland House
Notes:
- Rates are weekly and include all Jamaican Taxes
- Winter Season or High Season, December 15 to April 15 (excluding
Christmas and New Years weeks) 7 nights minimum
- Summer Season or Low Season, April 16 to December 14 (excluding
Thanksgiving week) 5 night minimum
- Christmas week is defined as (Dec 20 to 27) or (Dec 21 to
28)
- New Years week is defined as (Dec 27-Jan3) or (Dec 28 to Jan
4)
- Thanksgiving is defined as Nov 20-27 (1 week minimum stay)
- Villa rates are weekly and can start on any day of week.
- Rates are quoted in United States Dollars (USD)
- 25% deposit confirms a reservation
- For Highland House: Minimum stay of 4 night required in low
season Supplement of $35.00 pp/night will apply to each guest
in excess of 12 (2 per room)limit.
Bedroom Room Configuration

Master Bedroom: King-size 4-poster cedar bed, spacious
sitting area, television and VCR, 5 ceiling fans, sliding doors
to lower lawn and view of the sea. En-suite bathroom, 2 basins,
shower, 4'X8' linen-draped Roman tub.
Jamaica Suite: Best for children. Connects to
Master Bedroom. Colorful 10' x 17' room with optional king-size
or twin beds. Television. Private entrance. Wonderful collection
of Jamaican and Haitian art. En-suite bath.
Owner's Suite: King-size 4-poster canopy bed
in handsome hand-painted cream and green room. Television and
VCR, large mahogany desk, cedar plantation shutters to private
furnished terrace and lovely view of Montego Bay and the sea.
Dressing room and en-suite bathroom.
Mahogany Suite: Queen-size bed, rich coral walls
and mahogany trim, kilim rugs, television and VCR. French doors
to view of lawns, woods and sea. En-suite bathroom. Shares covered
terrace with Mahogany Suite.
Deco suite: Optional king-size or twin mahogany
beds under mosquito netting in glamorous, colourful room. Television.
En-suite bathroom and walk-in closet. Shares covered terrace with
Mahogany Suite.
Tropical Suite: Queen-size 4-poster canopy bed
in pale blue and apple green suite. Sitting area, television and
VCR. En-suite bathroom and walk-in closet. Private deck surrounded
by lush foliage. Quite private.

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Villa Rates
|
| 4 | $6,500 | $8,500 | - | - |
| 5 | $7,000 | $9,000 | - | - |
| 6 | $7,500 | $9,500 | $16,000 | $16,000 |
Rates are weekly and stated in US dollars.
All rates are subject to change and are confirmed at time of reservation.
Call Toll Free: 1-877-446-7188 for more information.
Have more questions? Email Lisa!
Tryall Club Villas: Summer: April 16 - Dec 20; Winter: Jan 5 - April 15; Christmas/New Year: Dec 21- Jan 4;
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